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Wingate by Wyndham Chesapeake

2.5 star property
Hotel in Chesapeake with free breakfast and fitness centre

Choose dates to view prices

Photo gallery for Wingate by Wyndham Chesapeake

Lobby lounge
Free daily continental breakfast
Premium bedding, in-room safe, desk, iron/ironing board
Exterior
Indoor pool
Located in Chesapeake's business district, Wingate by Wyndham offers a convenient stay with helpful staff, free WiFi, and continental breakfast. Enjoy a gym workout, then relax in the indoor pool and spa tub. Dry cleaning and laundry services add extra convenience.

Reviews

8.0 out of 10
Very good

Popular amenities

  • Hot tub
  • Gym
  • Housekeeping
  • Laundry
The current price is S$132
includes taxes & fees
2 Nov - 3 Nov

Room options

Check availability for these dates

Tonight
Oct 2 - Oct 3
Check availability for tonight Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
Check availability for tomorrow Oct 3 - Oct 4
Available filters for rooms
Showing 7 of 7 rooms

View all photos for Standard Room, 1 King Bed

Premium bedding, in-room safe, desk, iron/ironing board

Standard Room, 1 King Bed

8.2 out of 10
Very good
(86 reviews)

Highlights

Air conditioning
Connecting rooms available
Fridge
TV
Premium bedding
Fan
Shower/bath combination
Hairdryer
  • 28 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds

Premium bedding, in-room safe, desk, iron/ironing board

Standard Room, 2 Queen Beds

8.8 out of 10
Excellent
(34 reviews)

Highlights

Air conditioning
Connecting rooms available
Fridge
TV
Premium bedding
Fan
Shower/bath combination
Hairdryer
  • 28 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Room, 1 King Bed, Accessible, Non Smoking (Mobility,Roll-in Shower OR Tub/Shower)

Premium bedding, in-room safe, desk, iron/ironing board

Room, 1 King Bed, Accessible, Non Smoking (Mobility,Roll-in Shower OR Tub/Shower)

7.6 out of 10
Good
(24 reviews)

Highlights

Air conditioning
Connecting rooms available
Fridge
TV
Premium bedding
Fan
Shower/bath combination
Hairdryer
  • 28 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Room, 2 Double Beds, Microwave

Premium bedding, in-room safe, desk, iron/ironing board

Room, 2 Double Beds, Microwave

8.4 out of 10
Very good
(10 reviews)

Highlights

Air conditioning
Connecting rooms available
Fridge
TV
Premium bedding
Fan
Shower/bath combination
Hairdryer
  • 28 sq m
  • Sleeps 4
  • 2 Double Beds

View all photos for Suite, 1 King Bed, Non Smoking, Microwave

Room amenity

Suite, 1 King Bed, Non Smoking, Microwave

Highlights

Air conditioning
Connecting rooms available
Fridge
TV
Premium bedding
Fan
Shower/bath combination
Hairdryer
  • 37 sq m
  • Sleeps 4
  • 1 King Bed

View all photos for Junior Suite, 1 King Bed, Non Smoking

Premium bedding, in-room safe, desk, iron/ironing board

Junior Suite, 1 King Bed, Non Smoking

7.6 out of 10
Good
(4 reviews)

Highlights

Air conditioning
Connecting rooms available
Fridge
TV
Premium bedding
Fan
Shower/bath combination
Hairdryer
  • 37 sq m
  • Sleeps 4
  • 1 King Bed

View all photos for Executive Suite, 1 King Bed, Non Smoking

Room amenity

Executive Suite, 1 King Bed, Non Smoking

Highlights

Air conditioning
Connecting rooms available
Fridge
TV
Premium bedding
Fan
Shower/bath combination
Hairdryer
  • 37 sq m
  • Sleeps 4
  • 1 King Bed

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About the area

Map
817 Greenbrier Circle, Chesapeake, VA, 23320

What's nearby

  • Chesapeake Conference Center - 4 min walk - 0.4 km
  • Greenbrier Mall - 2 min drive - 1.7 km
  • Regent University - 4 min drive - 4.1 km
  • Chesapeake Regional Medical Center - 8 min drive - 8.4 km
  • Veterans United Home Loans Amphitheater at Virginia Beach - 17 min drive - 18.3 km

Getting around

  • Newtown Road Station - 10 min drive
  • Norfolk Station - 15 min drive
  • Norfolk, VA (ORF-Norfolk Intl.) - 14 min drive

Restaurants

  • ‪Wawa - ‬6 min walk
  • ‪McDonald's - ‬19 min walk
  • ‪Cracker Barrel - ‬3 min drive
  • ‪Crazy Buffet & Grill - ‬12 min walk
  • ‪Eagles Nest - ‬11 min walk

About this property

Wingate by Wyndham Chesapeake

Hotel near Greenbrier Mall
At Wingate by Wyndham Chesapeake, you can look forward to free continental breakfast, dry cleaning/laundry services and a fireplace in reception. For some rest and relaxation, visit the hot tub. Free in-room WiFi is available to all guests, along with a gym and a 24-hour business centre.
You'll also enjoy perks such as:
  • An indoor pool
  • Free self-parking
  • Express check-out, express check-in and meeting rooms
  • A 24-hour front desk, a gift shop and a banquet hall
  • Guest reviews speak highly of the breakfast and helpful staff
Room features
All 100 rooms feature comforts such as premium bedding and air conditioning, as well as thoughtful touches such as free WiFi and safes. Guest reviews highly rate the cleanliness rooms at the property.
More amenities include:
  • Bathrooms with shower/bath combinations and free toiletries
  • 32-inch TVs with digital channels
  • Fridges, microwaves and coffee/tea makers

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  • Breakfast included
  • Parking included
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8.4 out of 10, Very good, 1,030 reviews
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includes taxes & fees
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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi and wired internet

Parking and transport

  • Free self parking on site
  • Free RV/bus/lorry parking on site
  • Wheelchair-accessible parking available

Food and drink

  • Free continental breakfast available daily
  • Coffee and tea in common areas

Things to do

  • Gym
  • Hot tub
  • Indoor pool
  • TV in common areas

Family friendly

  • In-room microwave
  • In-room refrigerator
  • Indoor pool
  • Laundry facilities
  • Rollaway/extra bed (surcharge)

Conveniences

  • 24-hour front desk
  • ATM
  • Free newspapers in lobby
  • Gift shop/newsstand
  • Laundry facilities
  • Safe at front desk
  • Vending machine

Guest services

  • Dry cleaning/laundry service
  • Housekeeping (daily)

Business services

  • 1,981 square feet of conference space
  • 24-hour business centre
  • Computer station
  • Meeting rooms

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 5 accessible parking spaces
  • Assistive listening devices
  • Braille/raised signage
  • Lift (107 centimetre wide door)
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift

More

  • 1 building
  • 4 floors
  • Ballroom
  • Banquet hall
  • Fireplace in lobby
  • Smoke-free property

Room amenities

Bedroom

  • Premium bedding
  • Rollaway/extra bed (surcharge)

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shower/bathtub combination
  • Towels provided

Entertainment

  • 32-inch TV with digital channels

Food and drink

  • Coffee/tea maker
  • Microwave
  • Refrigerator

More

  • Air conditioning
  • Connecting rooms available
  • Desk
  • Fan
  • Free local calls
  • Free weekday newspapers
  • Iron/ironing board
  • Safe

Policies

Check-in

Check-in time starts at 3:00 PM
Express check-in available
Minimum check-in age - 21

Check-out

Check-out before 11 AM
Contactless check-out
Express check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome
Rollaway/extra beds are available for USD 25.0 per day.
Cots (infant beds) are not available

Payment types at the property

Important information

Optional extras

  • Rollaway bed fee: USD 25.0 per day

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation
This property accepts credit cards; cash is not accepted
Safety features at this property include a smoke detector
Masks are required at the property for guests who have not received COVID-19 vaccination

We should mention

Pool access available from 1:00 PM to 10 PM
The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation

Property is also known as

Wingate Chesapeake
Wingate Wyndham Chesapeake
Wingate Wyndham Hotel Chesapeake
Wyndham Chesapeake
Wingate By Wyndham Chesapeake Hotel Chesapeake
Wingate Hotel Chesapeake
Wingate Wyndham Chesapeake Hotel
Wingate Hotel Chesapeake
Wingate by Wyndham Chesapeake Hotel
Wingate by Wyndham Chesapeake Chesapeake
Wingate by Wyndham Chesapeake Hotel Chesapeake

Frequently asked questions

Does Wingate by Wyndham Chesapeake have a pool?

Yes, this property has an indoor pool. Pool access is from 1:00 PM to 10 PM.

How much does it cost to stay at Wingate by Wyndham Chesapeake?

As of 2 Oct, 2025, prices found for a 1-night stay for 2 adults at Wingate by Wyndham Chesapeake on 2 Nov, 2025 start from S$132.26, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Wingate by Wyndham Chesapeake pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Wingate by Wyndham Chesapeake?

Self-parking is free at this property.

What time is check-in at Wingate by Wyndham Chesapeake?

Check-in begins at 3:00 PM.

What time is check-out at Wingate by Wyndham Chesapeake?

Checkout is at 11 AM.

Where is Wingate by Wyndham Chesapeake located?

Situated in the entertainment district, this hotel is 0.3 mi (0.4 km) from Chesapeake Conference Center and within 3 miles (5 km) of Greenbrier Mall and AMF Indian River Lanes. Chesapeake City Park is 3 mi (4.8 km) away.

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Reviews

Wingate by Wyndham Chesapeake Reviews

8.0

Very good

8.0

Cleanliness

7.8

Amenities

8.6

Staff & service

8.2

Eco-friendliness

7.8

Property conditions & facilities
Rating 10 - Excellent. 452 out of 1000 reviews
Rating 8 - Good. 273 out of 1000 reviews
Rating 6 - Okay. 141 out of 1000 reviews
Rating 4 - Poor. 63 out of 1000 reviews
Rating 2 - Terrible. 71 out of 1000 reviews

Reviews

10/10 Excellent

Ingrid

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We really enjoyed this hotel nice clean breakfast including the beds are very good I wish we can stay longer but maybe next time
Stayed 1 night in Aug 2025

10/10 Excellent

Angela

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The front desk was incredibly friendly and hospitable.
Stayed 1 night in Aug 2025

10/10 Excellent

Tamasha

Liked: Cleanliness, staff & service, property conditions & facilities
Very nice staff Hotel was very clean
Stayed 2 nights in Aug 2025

8/10 Good

Brandy

Liked: Cleanliness, staff & service, property conditions & facilities
Great stay
Stayed 1 night in Jul 2025

10/10 Excellent

Robert

Good stay
Stayed 1 night in Sep 2025

8/10 Good

Marta

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Safe and quiet
Stayed 1 night in Sep 2025

8/10 Good

Hong

Liked: Staff & service, amenities, property conditions & facilities
Staff was very friendly and helpful.
Stayed 1 night in Aug 2025

8/10 Good

David

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My wife and I enjoy a night together away from the kids. We enjoy this property, the staff and location is perfect.
Stayed 1 night in Aug 2025

8/10 Good

Brion

Liked: Cleanliness, staff & service, amenities
Place was a bit humid leaving carpets and common areas a bit sticky, but the rooms were comfortable and clean. My family and I enjoyed our stay. The free breakfast came in handy for the kids before going to school.
Stayed 1 night in Sep 2025

10/10 Excellent

Rashid

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I would come stay here again
Stayed 2 nights in Jul 2025

10/10 Excellent

Clark

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Convenient and quiet.
Stayed 1 night in Aug 2025

10/10 Excellent

Maria Gloria

Liked: Amenities
Good breakfast management vety helpful
Stayed 1 night in Sep 2025

8/10 Good

Stephen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Convenient location to dining.
Stayed 1 night in Jun 2025

4/10 Poor

Yuvienel

Disliked: Cleanliness
Average hotel.
Stayed 1 night in Aug 2025

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The hotel is very clean and the staff is courteous and friendly. The beds are soft and comfortable. We visited for family vacation and had a quiet and restful week. Looking forward to returning :0)
Stayed 3 nights in Jul 2025

10/10 Excellent

Jeff

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed for youth sporting event. Indoor pool/ spa was nice for the kids to relax before bed
Stayed 1 night in Aug 2025

8/10 Good

Toyzette

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I had a really nice experience. The room was spacious, the bed was tall and very comfortable, and it came with a fridge and working TV. The hallway was quiet, and the front desk staff was professional and friendly. The free breakfast was a plus — with waffles, juices, cereal, fruit, bagels, and more. The hotel also has a pool, gym, and a cozy lounge area. The only downside was the toilet didn’t flush properly, but overall, it was a great stay and I would definitely come back.
Stayed 1 night in Sep 2025

8/10 Good

Tiffany

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great stay

It was a very nice hotel. Check in was so quick and the staff were friendly. Whenever I needed anything, they were there to assist. Definitely staying again.
Stayed 4 nights in Jun 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Very nice stay

Everything was great, the hotel was clean and welcoming.
Stayed 1 night in Apr 2025

10/10 Excellent

Kelly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean. People at the front desk were nice and polite.
Stayed 1 night in Jul 2025

10/10 Excellent

BONITA

Liked: Cleanliness, staff & service, property conditions & facilities
The front staff was very friendly and accommodating! Rooms nice, location was convenient and safe.
Stayed 3 nights in May 2025

10/10 Excellent

Tina

Liked: Cleanliness, staff & service, amenities
Room was clean although a bit dated. The breakfast selection was not that great, but not horrible. On the plus side, the staff was very friendly and the noise level was quite minimal.
Stayed 1 night in Aug 2025

10/10 Excellent

Jaquan

Liked: Cleanliness, staff & service, property conditions & facilities
Great
Stayed 1 night in Jul 2025

10/10 Excellent

Sharon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was spacious and pool area was clean The staff was very friendly.
Stayed 1 night in May 2025

10/10 Excellent

Valo

Liked: Cleanliness, staff & service, property conditions & facilities
I had a great experience here! Everything was great!
Stayed 1 night in Jun 2025

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